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Showing Compound Flavonoids (FDB003938)

Record Information
Version1.0
Creation date2010-04-08 22:06:01 UTC
Update date2019-11-26 02:59:41 UTC
Primary IDFDB003938
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameFlavonoids
DescriptionFlavonoids, also known as (+-)-flavanone, belongs to the class of organic compounds known as flavanones. Flavanones are compounds containing a flavan-3-one moiety, with a structure characterized by a 2-phenyl-3,4-dihydro-2H-1-benzopyran bearing a ketone at the carbon C3. Flavonoids is an extremely weak basic (essentially neutral) compound (based on its pKa). Flavonoids is found, on average, in the highest concentration within a few different foods, such as common grapes, passion fruits, and figs and in a lower concentration in blackcurrants, rose hips, and turmerics. Flavonoids has also been detected, but not quantified in, several different foods, such as pomegranates, wild celeries, parsley, flaxseeds, and ginkgo nuts. This could make flavonoids a potential biomarker for the consumption of these foods.
CAS Number487-26-3
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
Predicted Properties
PropertyValueSource
Water Solubility0.011 g/LALOGPS
logP3.1ALOGPS
logP3.1ChemAxon
logS-4.3ALOGPS
pKa (Strongest Acidic)14.39ChemAxon
pKa (Strongest Basic)-4.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity65.35 m³·mol⁻¹ChemAxon
Polarizability24.34 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC15H12O2
IUPAC name2-phenyl-3,4-dihydro-2H-1-benzopyran-4-one
InChI IdentifierInChI=1S/C15H12O2/c16-13-10-15(11-6-2-1-3-7-11)17-14-9-5-4-8-12(13)14/h1-9,15H,10H2
InChI KeyZONYXWQDUYMKFB-UHFFFAOYSA-N
Isomeric SMILESO=C1CC(OC2=CC=CC=C12)C1=CC=CC=C1
Average Molecular Weight224.2546
Monoisotopic Molecular Weight224.083729628
Classification
Description Belongs to the class of organic compounds known as flavanones. Flavanones are compounds containing a flavan-3-one moiety, with a structure characterized by a 2-phenyl-3,4-dihydro-2H-1-benzopyran bearing a ketone at the carbon C3.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassFlavonoids
Sub ClassFlavans
Direct ParentFlavanones
Alternative Parents
Substituents
  • Flavanone
  • Chromone
  • Chromane
  • Benzopyran
  • 1-benzopyran
  • Aryl ketone
  • Aryl alkyl ketone
  • Alkyl aryl ether
  • Benzenoid
  • Monocyclic benzene moiety
  • Ketone
  • Organoheterocyclic compound
  • Oxacycle
  • Ether
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organic oxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
OntologyNo ontology term
Physico-Chemical Properties
Physico-Chemical Properties - Experimental
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
GC-MSFlavonoids, non-derivatized, GC-MS Spectrumsplash10-0fmi-5940000000-e17d0ef12d38bd010c23Spectrum
GC-MSFlavonoids, non-derivatized, GC-MS Spectrumsplash10-0umi-6930000000-33c3da1c24f69b774c3dSpectrum
Predicted GC-MSFlavonoids, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-05fr-4950000000-fc2384622ff2e0f0d4c6Spectrum
Predicted GC-MSFlavonoids, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT 15V, positivesplash10-03di-0190000000-cc3a57836c4644cec55c2020-07-24View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-IT 15V, positivesplash10-03di-0590000000-5374aa4b10da81fcc6972020-07-24View Spectrum
MS/MSLC-MS/MS Spectrum - 6V, Positivesplash10-00di-1900000000-6b55e3e343175cc320a32021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 6V, Positivesplash10-00b9-0690000000-4140222c7716c094b9f82021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 6V, Positivesplash10-004i-0090000000-8c344400d70bfc560a342021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 6V, Positivesplash10-0fb9-4900000000-99438751586f9c0ec2a22021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 6V, Positivesplash10-004i-0890000000-fb05fc3d6d92006574822021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 6V, Positivesplash10-0ufr-1910000000-297a8140fde122ba6bc22021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 6V, Positivesplash10-004i-0090000000-aa0cdfc18152b67207692021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 6V, Positivesplash10-00b9-0790000000-fc45d4f80fbd5cce1e392021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 6V, Positivesplash10-0fmi-1900000000-f76ccb3732d7f2ec8fe52021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 6V, Positivesplash10-00b9-0790000000-98c65ffca12e3cac8b9c2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 6V, Positivesplash10-00di-1900000000-64d8c7742e1838577cf12021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 6V, Positivesplash10-004i-0190000000-5cfae2dd012bdee6938d2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 6V, Positivesplash10-0ufr-6900000000-414a4968853de94396262021-09-20View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-0290000000-b99cef665848d44c68e22016-08-02View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-05dl-4970000000-ca122e6f4c5d0f52b3b32016-08-02View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0f6x-9600000000-b28dd45445dcd697af0e2016-08-02View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0090000000-e35c1e3492523e9f8a562016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-1290000000-dd9fde965f9a5ee13c952016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0fbc-9810000000-bf59a222a0768e6040d02016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-0090000000-1144fd795f3b4afd2ee32021-10-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00fs-0940000000-138ff6a2fdcc7da0ee852021-10-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00di-0900000000-7fc663b595a7f1709dfe2021-10-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0090000000-cc3ac0748143a00daf872021-10-12View Spectrum
NMRNot Available
ChemSpider IDNot Available
ChEMBL IDNot Available
KEGG Compound IDC01579
Pubchem Compound IDNot Available
Pubchem Substance ID4735
ChEBI ID47916
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDNot Available
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDFLAVONOIDS
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDFlavonoid
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
Processing...
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).